CN107793834B - Preparation method and application of single-sheet paper offset printing ink with low VOC content - Google Patents
Preparation method and application of single-sheet paper offset printing ink with low VOC content Download PDFInfo
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- CN107793834B CN107793834B CN201711159109.XA CN201711159109A CN107793834B CN 107793834 B CN107793834 B CN 107793834B CN 201711159109 A CN201711159109 A CN 201711159109A CN 107793834 B CN107793834 B CN 107793834B
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D11/00—Inks
- C09D11/02—Printing inks
- C09D11/03—Printing inks characterised by features other than the chemical nature of the binder
- C09D11/033—Printing inks characterised by features other than the chemical nature of the binder characterised by the solvent
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D11/00—Inks
- C09D11/02—Printing inks
- C09D11/06—Printing inks based on fatty oils
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D11/00—Inks
- C09D11/02—Printing inks
- C09D11/10—Printing inks based on artificial resins
- C09D11/102—Printing inks based on artificial resins containing macromolecular compounds obtained by reactions other than those only involving unsaturated carbon-to-carbon bonds
- C09D11/103—Printing inks based on artificial resins containing macromolecular compounds obtained by reactions other than those only involving unsaturated carbon-to-carbon bonds of aldehydes, e.g. phenol-formaldehyde resins
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D11/00—Inks
- C09D11/02—Printing inks
- C09D11/10—Printing inks based on artificial resins
- C09D11/102—Printing inks based on artificial resins containing macromolecular compounds obtained by reactions other than those only involving unsaturated carbon-to-carbon bonds
- C09D11/104—Polyesters
- C09D11/105—Alkyd resins
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Abstract
The invention relates to a preparation method and application of single-sheet offset printing ink with low VOC content. A method for preparing low VOC content sheet-fed offset printing ink comprises mixing binder, fatty acid methyl ester and pigment, grinding to fineness below 15 μm, and adding drier, antioxidant and wax powder for tempering to obtain offset printing ink. According to the invention, the binder and the offset printing ink are prepared by matching the dry and semi-dry vegetable oil with the fatty acid methyl ester and the high-viscosity low-solubility high-structure rosin modified phenolic resin, so that the obtained offset printing ink has high viscoelasticity and good drying property, and the problems of weak body and bone, ink flying and slow drying caused by using the fatty acid methyl ester as a solvent are solved. According to the invention, the fatty acid methyl ester is used as a solvent instead of mineral oil, so that the prepared offset printing ink does not contain mineral oil, the VOC content is less than 4%, and the offset printing ink meets the standard of the offset printing ink of technical requirements of HJ/T370 environmental mark products.
Description
Technical Field
The invention relates to preparation of single-sheet offset printing ink with low VOC content, in particular to a preparation method and application of single-sheet offset printing ink with low VOC content.
Background
With the increasing emphasis on environmental protection, environmental-friendly offset printing ink is also being developed. In order to reduce the content of VOC in offset printing ink, soybean oil type printing ink which is put forward in the early stage is to replace part of petroleum mineral oil (organic solvent containing alkane and aromatic hydrocarbon) by soybean oil, the content of VOC in the printing ink is reduced to 10% -25% from the original 30% -60%, but the solvent still contains the petroleum mineral oil, and the content of VOC can not reach the environmental standard of offset printing ink which is the technical requirement of HJ/T370 environmental sign products. Then, the all-vegetable oil-based offset printing ink is pushed out, the solvent is all vegetable oil and does not contain VOC, but the relative molecular weight and viscosity of the vegetable oil are larger than those of mineral oil, so that the permeability of the vegetable oil to paper is poor, the fixation speed and the drying speed of the ink are greatly reduced, the vegetable oil is poor in solubility to a plurality of resins, the ink property balance is influenced, and the printability and the quality are not ideal. The fatty acid ester type ink is an ink which does not contain mineral oil by replacing the mineral oil in the ink with fatty acid ester. The fatty acid ester has low molecular weight, viscosity close to that of mineral oil, good permeability and good dissolving power for resin, but has boiling point higher than that of the mineral oil, poor solvent release property due to good solubility for the resin and slow drying speed. In patent CN201310738318.5, fatty acid methyl ester prepared from waste vegetable oil is used as a solvent to prepare the fatty acid methyl ester type offset printing ink, the drying speed of the resin is adjusted by controlling the oil content of alkyd resin, the functionality of polyol and the dosage of maleic anhydride, the drying speed of the prepared ink conjunctiva is more than 48h, and the drying property is to be improved. In addition, the fatty acid ester has the characteristics of low viscosity and good solubility, so that the prepared connecting material has low viscosity and viscosity, the viscoelasticity of the ink is reduced, the body and the bone are soft, and the problems of ink flying, reduced printing quality and the like are easily caused.
Disclosure of Invention
The invention aims to provide a preparation method of low-VOC offset printing ink aiming at the defects of the prior art.
In order to achieve the purpose, the invention adopts the following technical scheme:
a method for preparing low VOC content sheet-fed offset printing ink comprises mixing binder, fatty acid methyl ester and pigment, grinding to fineness below 15 μm, adding drier, antioxidant and wax powder, and tempering to obtain offset printing ink;
the ink is prepared from the following raw materials in percentage by mass: 10-30% of pigment, 60-75% of binder, 5-10% of fatty acid methyl ester, 0.5-2% of drier, 0.1-0.5% of antioxidant and 0-3% of wax powder;
the connecting material is prepared from the following raw materials in percentage by mass: 20-50% of vegetable oil, 10-35% of fatty acid methyl ester, 35-42% of rosin modified phenolic resin, 3-10% of fatty acid methyl ester type alkyd resin, 0.5-2% of gelling agent and 0.1-0.5% of antioxidant;
the fatty acid methyl ester alkyd resin is prepared from the following raw materials in percentage by mass: 0.01-0.05% of lithium hydroxide, 60-75% of fatty acid methyl ester, 8-23% of polyhydric alcohol, 15-25% of polybasic acid, 0.01-0.05% of zinc oxide and 0.01-0.08% of antioxidant; the polyalcohol is one or a mixture of more of glycerol and trimethylolpropane; the polybasic acid is one or a mixture of more of phthalic acid (anhydride), isophthalic acid and terephthalic acid.
Preferably, the pigment is one or a mixture of more of lithol scarlet, carmine, phthalocyanine blue 15:3, benzidine yellow and carbon black.
Preferably, the fatty acid methyl ester is a mixture consisting of long-chain fatty acid methyl esters with 14-18 carbon atoms, and the main component is unsaturated long-chain fatty acid methyl ester with 18 carbon atoms; the acid value is less than or equal to 2, and the iodine value is 100-130.
The selected fatty acid methyl ester is prepared by methyl esterification of illegal cooking oil, is environment-friendly and low in cost, and can be used for preparing alkyd resin and offset printing ink to reduce the production cost. The main component of the iodine-containing unsaturated long-chain fatty acid ester is unsaturated long-chain fatty acid ester with 18 carbon atoms, the iodine value is low and is within the range of 100-130, and the iodine-containing unsaturated long-chain fatty acid ester has the characteristic of low acid value, is good in stability and is not easy to discolor. The alkyd resin synthesized by the alkyd resin is light in color and good in storage stability. In addition, the fatty acid chain contains less unsaturated bonds, has good wettability to the pigment, and is beneficial to improving the fluidity and the glossiness of the ink.
Preferably, the preparation method of the fatty acid methyl ester type alkyd resin comprises the following steps:
s1 alcoholysis: adding fatty acid methyl ester, polyhydric alcohol and a catalyst lithium hydroxide, controlling the temperature to be 230-250 ℃ under the condition of introducing nitrogen, and carrying out alcoholysis reaction for 1-2 h, wherein the end point is that the tolerance of the detected alcohol is qualified;
s2 esterification: when the temperature is reduced to 190-200 ℃, adding polybasic acid, heating to 220 ℃, and preserving the heat for 1-2 hours; adding zinc oxide as a catalyst, and controlling the temperature to be 260-280 ℃ to perform esterification reaction; when the acid value and the viscosity reach proper values, adding fatty acid methyl ester, cooling to room temperature, adding an antioxidant, and discharging.
In the technical scheme of the invention, the alcohol tolerance testing method comprises the steps of taking 1 volume of alcoholysis product, adding methanol with volume more than 3 to the alcoholysis product, and dripping at 25 ℃, wherein the solution is clear and transparent, namely the alcoholysis end point.
In the technical scheme of the invention, in the esterification stage, when the acid value is less than or equal to 15mg KOH/g and the viscosity is 28000-33000 cP (35 ℃), the reaction can be stopped, and 10-20% of fatty acid methyl ester is added to dilute the mixture until the viscosity is 12000-16000 cP (35 ℃).
The distillation range (320-340 ℃) of the fatty acid methyl ester is high, the resin has good solubility, the solvent release property is poor, the iodine value is low, and the oxidative drying is slow, so when only the fatty acid methyl ester is used as the solvent, the problem that the ink is slowly dried is caused. The drying oil and the semi-drying oil have more double bond content and are easy to oxidize, and the prepared ink has high drying speed. According to the invention, the fatty acid methyl ester is matched with the drying oil and the semi-drying oil to serve as the solvent, so that the printing ink can be kept to have better drying property, and the problem of slow drying generated when only the fatty acid methyl ester is used as the solvent is solved.
Preferably, the preparation method of the binder is as follows: adding vegetable oil, fatty acid methyl ester, rosin modified phenolic resin and fatty acid methyl ester type alkyd resin into a reactor provided with a stirrer and a temperature controller, controlling the temperature at 130-200 ℃, preserving the heat for 1-2 h, adding a gelling agent, preserving the heat for 1h, adding an antioxidant, filtering and taking out the mixture from a pot.
Preferably, the rosin-modified phenolic resin is a high-structure resin with high viscosity and low solubility, the n-heptane value is 1-3 mL/2 g.25 ℃, the rosin-modified phenolic resin dissolved by fatty acid methyl ester is a 45% solid content mixed solution, and the viscosity range is 15-20 Pa.s/25 ℃.
More preferably, the rosin-modified phenolic resin used in the present invention is a setprint 7050C resin from Lawter corporation.
The high-viscosity resin can improve the cohesion of the ink, the increase of the cohesion is beneficial to improving the fixation speed of the ink, the body bone of the ink is strengthened, and printing dots are good. The ink resin is required to have sufficient solubility and solvent releasability. When the solubility is too high, the compatibility of the resin and the solvent is good, the solvent is not favorable for releasing from the resin, the fixation time can be delayed, the ink film is slow to dry, and the problems of smearing and adhesion of printed products are caused. When the inventor selects rosin modified phenolic resins with different n-heptane numbers, the compatibility of the resin with high n-heptane number and the solvent is better when the fatty acid methyl ester is used as the main solvent, the lower the viscosity and viscosity of the prepared binder is, the poor body and large ink flying problem of the prepared ink are found. When the n-cetane number of the rosin modified phenolic resin is 1-3 mL/2 g.25 ℃, the prepared connecting material has good drying property and high viscoelasticity.
Preferably, the vegetable oil in the binder is one or a mixture of more of soybean oil, linseed oil, catalpa oil, sunflower seed oil and tung oil.
Preferably, the drier is one or a mixture of more of cobalt isooctanoate, manganese isooctanoate, cobalt naphthenate and manganese naphthenate.
Preferably, the antioxidant is one or a mixture of more of catechol, hydroquinone, eugenol and 2, 6-di-tert-butyl-4-methylphenol (BHT).
Preferably, the gelling agent is one or a mixture of aluminum isooctanoate, aluminum naphthenate, ethyl acetoacetate (ethyl acetoacetate) diisopropylaluminum oxide and aluminum isopropoxide.
It is another object of the present invention to provide the use of the ink made by the above method on a single sheet of paper.
The invention has the following beneficial effects:
(1) according to the invention, the binder and the offset printing ink are prepared by matching the dry and semi-dry vegetable oil with the fatty acid methyl ester and the high-viscosity low-solubility high-structure rosin modified phenolic resin, so that the obtained offset printing ink has high viscoelasticity and good drying property, and the problems of weak body and bone, ink flying and slow drying caused by using the fatty acid methyl ester as a solvent are solved.
(2) The fatty acid methyl ester alkyd resin prepared by using the fatty acid methyl ester to replace vegetable oil has light appearance color, good storage stability and good pigment wettability, and the prepared offset printing ink has high glossiness and good fluidity.
(3) According to the invention, the fatty acid methyl ester is used as a solvent instead of mineral oil, so that the prepared offset printing ink does not contain mineral oil, the VOC content is less than 4%, and the offset printing ink meets the standard of the offset printing ink of technical requirements of HJ/T370 environmental mark products.
Drawings
FIG. 1 is a formula (I) of an environment-friendly high-gloss quick-drying fatty acid methyl ester type offset printing ink;
FIG. 2 is a formula (II) of an environment-friendly high-gloss quick-drying fatty acid methyl ester type offset printing ink;
FIG. 3 is a formula (III) of an environmentally-friendly high-gloss quick-drying fatty acid methyl ester type offset printing ink;
FIG. 4 is a high gloss environmentally friendly fast drying fatty acid methyl ester type offset ink formulation (IV);
FIG. 5 is a fatty acid methyl ester type offset ink formulation;
FIG. 6 shows the results of offset ink performance tests.
Detailed Description
The present invention will be further explained with reference to specific examples, which are not intended to limit the present invention in any way. Unless otherwise indicated, the reagents and methods referred to in the examples are those commonly used in the art.
In the examples, the flexographic inks were prepared by the following method: mixing the vehicle, fatty acid methyl ester and pigment on a stirring dispersion machine, grinding for 3-5 times by using a three-roller machine, measuring the fineness by using a fineness meter to be below 15 mu m, and adding a drier, an antioxidant and wax powder for tempering to obtain the offset printing ink.
In the examples, the binder was prepared by the following method: adding vegetable oil, fatty acid methyl ester, rosin modified phenolic resin and fatty acid methyl ester type alkyd resin into a reactor provided with a stirrer and a temperature controller, controlling the temperature at 130-200 ℃, preserving the heat for 1-2 h, adding a gelling agent, preserving the heat for 1h, adding an antioxidant, filtering and taking out the mixture from a pot.
In the examples, fatty acid methyl ester type alkyd resin was prepared by the following method:
s1 alcoholysis: adding fatty acid methyl ester, polyhydric alcohol and a catalyst lithium hydroxide, controlling the temperature to be 230-250 ℃ under the condition of introducing nitrogen, and carrying out alcoholysis reaction for 1-2 h, wherein the end point is that the tolerance of the alcohol is qualified.
S2 esterification: and (3) when the temperature is reduced to 190-200 ℃, adding polybasic acid, heating to 220 ℃, and preserving the heat for 1-2 hours. Adding zinc oxide as a catalyst, and controlling the temperature to be 260-280 ℃ to perform esterification reaction. When the acid value and the viscosity reach proper values, adding fatty acid methyl ester, cooling to room temperature, adding an antioxidant, and discharging.
In the examples, the fatty acid methyl ester (guggokou petrochemical company, ltd.) used had an iodine value of 103 and an acid value of 1.85; the rosin-modified phenol resin (Setaprint 7050C from Lawter) used had a normal-heptane value of 2.1 mL/2 g.25 ℃ and a mixed solution of 45% solids content of rosin-modified phenol resin dissolved in fatty acid methyl ester, and had a viscosity of 18 Pa.s/25 ℃.
Example 1:
the specific formulation of the eco-friendly high gloss quick-drying fatty acid methyl ester type offset ink of this example is shown in fig. 1.
Example 2:
the specific formulation of the eco-friendly high gloss quick-drying fatty acid methyl ester type offset ink of this example is shown in fig. 2.
Example 3:
the specific formulation of the eco-friendly high gloss quick-drying fatty acid methyl ester type offset ink of this example is shown in fig. 3.
Example 4:
the specific formulation of the eco-friendly high gloss quick-drying fatty acid methyl ester type offset ink of this example is shown in fig. 4.
Comparative example 1:
the rosin-modified phenol resin used in this comparative example was p-tert-butylphenol or bisphenol A-modified rosin phenol resin, and had a n-heptane value of 4.6 mL/2 g.25 ℃ and a viscosity of 12 pas/25 ℃ (45% solids, fatty acid methyl ester).
The specific formulation of the fatty acid methyl ester type flexographic ink of this comparative example is shown in FIG. 5.
The results of the tests of the examples and the corresponding technical indicators are shown in fig. 6.
The test results of the technical indexes all accord with the industrial standard of QB/T2624 and 2012 'single paper offset printing ink'. The four-color ink of the embodiment has high glossiness and good fixation speed, the drying time of a conjunctiva is far shorter than that of a comparative example 1 (the content of fatty acid methyl ester is high), and the VOC content is less than 4 percent, thereby meeting the standard of HJ/T370 environmental mark product technical requirement offset ink.
Claims (2)
1. A preparation method of single paper offset printing ink with low VOC content is characterized by comprising the following steps: mixing the binder, fatty acid methyl ester and pigment, grinding until the fineness is below 15 mu m, and then adding a drier, an antioxidant and wax powder for tempering to obtain the offset printing ink;
the ink is prepared from the following raw materials in percentage by mass: 10-30% of pigment, 60-75% of binder, 5-10% of fatty acid methyl ester, 0.5-2% of drier, 0.1-0.5% of antioxidant and 0-3% of wax powder;
the connecting material is prepared from the following raw materials in percentage by mass: 20-50% of vegetable oil, 10-35% of fatty acid methyl ester, 35-42% of rosin modified phenolic resin, 3-10% of fatty acid methyl ester type alkyd resin, 0.5-2% of gelling agent and 0.1-0.5% of antioxidant;
the fatty acid methyl ester alkyd resin is prepared from the following raw materials in percentage by mass: 0.01-0.05% of lithium hydroxide, 60-75% of fatty acid methyl ester, 8-23% of polyhydric alcohol, 15-25% of polybasic acid, 0.01-0.05% of zinc oxide and 0.01-0.08% of antioxidant; the polyalcohol is one or a mixture of more of glycerol and trimethylolpropane; the polybasic acid is one or a mixture of more of phthalic acid, isophthalic acid and terephthalic acid; the preparation method of the binder comprises the following steps: adding vegetable oil, fatty acid methyl ester, rosin modified phenolic resin and fatty acid methyl ester type alkyd resin into a reactor provided with a stirrer and a temperature controller, controlling the temperature at 130-200 ℃, preserving the heat for 1-2 h, adding a gelling agent, preserving the heat for 1h, adding an antioxidant, filtering and taking out of the pot;
the preparation method of the fatty acid methyl ester type alkyd resin comprises the following steps:
s1 alcoholysis: adding fatty acid methyl ester, polyhydric alcohol and a catalyst lithium hydroxide, controlling the temperature to be 230-250 ℃ under the condition of introducing nitrogen, and carrying out alcoholysis reaction for 1-2 h, wherein the end point is that the tolerance of the detected alcohol is qualified;
s2 esterification: when the temperature is reduced to 190-200 ℃, adding polybasic acid, heating to 220 ℃, and preserving the heat for 1-2 hours; adding zinc oxide as a catalyst, controlling the temperature to be 260-280 ℃, and carrying out esterification reaction; when the acid value and the viscosity reach proper values, adding fatty acid methyl ester, cooling to room temperature, adding an antioxidant, and discharging;
the fatty acid methyl ester is a mixture consisting of long-chain fatty acid methyl esters with 14-18 carbon atoms, and the main component of the fatty acid methyl ester is unsaturated long-chain fatty acid methyl ester with 18 carbon atoms; the acid value is less than or equal to 2, and the iodine value is 100-130;
the rosin modified phenolic resin is high-structure resin with high viscosity and low solubility, the normal-heptanoic value is 1-3 mL/2 g.25 ℃, the rosin modified phenolic resin dissolved by fatty acid methyl ester is 45% solid content mixed liquid, and the viscosity range is 15-20 Pa.s/25 ℃;
the vegetable oil in the binder is one or a mixture of more of soybean oil, linseed oil, catalpa oil, sunflower seed oil and tung oil; the drier is one or a mixture of more of cobalt iso-octoate, manganese iso-octoate, cobalt naphthenate and manganese naphthenate;
the antioxidant is one or a mixture of more of catechol, hydroquinone, eugenol and 2, 6-di-tert-butyl-4-methylphenol (BHT);
the gelling agent is one or a mixture of aluminum isooctanoate, aluminum naphthenate, ethyl acetoacetate (ethyl acetoacetate) diisopropylaluminum oxide and aluminum isopropoxide.
2. Use of the ink made by the process of claim 1 on a sheet of paper.
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| CN108822613A (en) * | 2018-05-07 | 2018-11-16 | 江苏中润油墨有限公司 | One vegetable oil basic ring guarantor's type offset printing sheet-fed ink and preparation method thereof |
| CN115505295A (en) * | 2021-06-23 | 2022-12-23 | 上海深日化工有限公司 | Aromatic-hydrocarbon-free low-energy low-VOC (volatile organic compound) thermosetting offset printing rotary ink |
| CN114456638B (en) * | 2022-03-21 | 2023-03-10 | 中山市富日印刷材料有限公司 | Vegetable oil-based low-halogen environment-friendly ink and preparation method thereof |
| CN115109458B (en) * | 2022-06-20 | 2023-10-27 | 广州市帝天印刷材料有限公司 | Printing ink binder, offset printing ink and printed matter for improving adhesive force of water-based matt oil and preparation method of offset printing ink and printed matter |
| CN115073968A (en) * | 2022-07-27 | 2022-09-20 | 苏州市博来特油墨有限公司 | Environment-friendly offset printing ink and preparation method thereof |
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| Title |
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| 生物柴油在精细化学品领域的应用;陈登龙;《精细与专用化学品》;20060706;第14卷(第13期);第1-2、13页 * |
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| CN107793834A (en) | 2018-03-13 |
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